Todralazine hydrochloride

Todralazine hydrochloride Basic information
Product Name:Todralazine hydrochloride
Synonyms:apirachol;binazin;binazine;carbazicacid,3-(1-phthalazinyl)-,ethylester,monohydrochloride;hydrazinecarboxylicacid,2-(1-phthalazinyl)-,ethylester,monohydrochloride;TODRALAZINE HYDROCHLORIDE;2-(1-PHTHALAZINYL)-HYDRAZINECARBOXYLIC ACID ETHYL ESTER HYDROCHLORIDE;ethyl 3-(phthalazin-1-yl)carbazate hydrochloride
CAS:3778-76-5
MF:C11H13ClN4O2
MW:268.7
EINECS:
Product Categories:
Mol File:3778-76-5.mol
Todralazine hydrochloride Structure
Todralazine hydrochloride Chemical Properties
storage temp. Store at -20°C
solubility DMF: 5 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): slightly
form A crystalline solid
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36
WGK Germany 3
RTECS FE2778600
ToxicityLD50 i.p. in mice: 500 mg/kg (Parravincini)
MSDS Information
ProviderLanguage
SigmaAldrich English
Todralazine hydrochloride Usage And Synthesis
OriginatorProrazin,Teisan
UsesAntihypertensor
UsesTodralazine Hydrochloride is an antihypertensive agent for research use. Vasodilator.
Manufacturing ProcessA suspension of 13 g of hydrazinophthalazine in 500 ml of anhydrous ethanol is cooled, under agitation to a temperature of -10°C. To the suspension is added dropwise within 30 min a solution of 4.5 g of ethyl chlorocarbonate in 150 ml of anhydrous ethanol and the reaction mass is agitated for about 2 hours, maintaining a temperature of -10°C. The temperature is then raised to about 20°C and stirring is continued for 2 hours, whereupon heating is applied and boiling is maintained for 15 min. After cooling, the separated 1- hydrazinophthalazine hydrochloride is filtered and washed with anhydrous ethanol.
The filtrate is evaporated to a dry state under decreased pressure at a temperature of below 50°C. The residue in a quantity of 8.5 g is dissolved in a boiling solution of 3 ml of concentrated hydrochloric acid in 15 ml of water, and after adding 5 ml of 90%-ethanol the solution is cooled to a temperature of below 0°C.
The separated 1-carboethoxyhydrazinophthalazine hydrochloride is filtered and washed with anhydrous ethanol. 11.5 g of a raw product are obtained which for the purpose of purification are dissolved in 15 ml of boiling water with an addition of 10 ml of 96%-ethanol and after cooling to below 0°C, the pure 1- carboethoxyhydrazinophthalazine hydrochloride is filtered. 9.8 g of the are obtained.

Therapeutic FunctionAntihypertensive
Todralazine hydrochloride Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Ethyl chloroformate-->Hydralazine
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